| 4. Round | 16/08/1989 | Stuttgarter Kickers | - | Hertha BSC | 4:2 | ||||
| 5. Round | 23/08/1989 | Hertha BSC | - | MSV Duisburg | 2:1 |  |
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| 6. Round | 27/08/1989 | Hannover 96 | - | Hertha BSC | 0:2 | ||||
| 7. Round | 02/09/1989 | Hertha BSC | - | FC Schalke 04 | 2:2 | ||||
| 8. Round | 09/09/1989 | SV Meppen | - | Hertha BSC | 0:0 | ||||
| 9. Round | 17/09/1989 | Hertha BSC | - | SpVgg Unterhaching | 1:1 | ||||
| 16. Round | 04/11/1989 | 1. FC Saarbrücken | - | Hertha BSC | 3:0 | ||||
| 19. Round | 18/11/1989 | Hertha BSC | - | Hessen Kassel | 2:0 | ||||
| 20. Round | 25/11/1989 | Preußen Münster | - | Hertha BSC | 2:6 | ||||
| 21. Round | 01/02/1990 | Hertha BSC | - | SV Darmstadt 98 | 4:1 |
Germany